Winter Park is a city in Orange County, Florida, with a population of approximately 29,795.
How Winter Park Ranks
Follow Winter Park — get updates on meetings, local news, and more.
Meetings
All meetings →Upcoming
Apr 17Code Compliance BoardApr 20Public Art Advisory BoardAgendaApr 21Board of AdjustmentsAgendaApr 21Keep Winter Park Beautiful and Sustainable Advisory BoardAgendaRecent
Apr 15Parks and Recreation Advisory BoardAgendaApr 14Economic Development Advisory BoardAgendaApr 14Lakes and Waterways BoardAgendaApr 14Civil Service BoardAgendaRecent News
All news →NewsAPR 09, 2026
Miller's Hardware store in Winter Park plans to close after more than 80 years
Miller's Hardware store in Winter Park plans to close after more than 80 years Spectrum News 13
Spectrum News 13Read article ↗
NewsAPR 07, 2026
Winter Park church celebrates new language school with block party
Winter Park church celebrates new language school with block party WFTV
WFTVRead article ↗
NewsAPR 05, 2026
Winter Park truck driver killed after log pierces cab in crash
Winter Park truck driver killed after log pierces cab in crash WFTV
WFTVRead article ↗
From Our Blog
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Find Comparable Properties and Appeal Your Assessment — Free Tools Inside
The free Property Tax Check tells you instantly if you're over-assessed. The paid comps tool finds the evidence to prove it — comparable properties, appeal strength scoring, and a downloadable PDF report.
Data & Analysis
Best Suburbs of Chicago to Live In 2026 — Data, Not Opinions
We scored 206 Chicago suburbs across fiscal health and quality of life using real municipal data — crime, taxes, schools, pensions, income, homeownership, and environmental quality. Winnetka, Lake Forest, and Glencoe top the list.
Data & Analysis
Which Illinois Towns Are Going Broke? A Pension Fund Health Check
Illinois faces a 143.7 billion dollar pension crisis. We analyzed which towns are on the brink and what it means for your property taxes.